Staffers Trade Hometowns for 48 Hours to Settle a Transatlantic Rivalry

Two Points Guy staff members exchanged their home cities for a two-day challenge, each planning the other's itinerary in London and New York. They visited hotels bookable with points, sampled local foods, and explored hidden venues like a 1940s speakeasy and a mystery comedy club. The results were scored across categories including transit, lodging, dining, and nightlife, with the final verdict revealed in a video.

The challenge worked both ways: each staffer designed the other's complete two-day schedule, meaning both travelers experienced their destination through a local's perspective rather than a typical tourist guide. Hotel selections were limited to properties bookable through points programs, keeping the experiment aligned with the outlet's loyalty-travel focus. Dining stops covered signature dishes from each city, including a meal often described as London's unofficial national dish, alongside pizza and housemade pasta.

Beyond standard sightseeing, the itineraries included a 1940s-themed speakeasy and a comedy club with unpredictable lineups. Scoring was organized into five categories — transportation, lodging, neighborhoods, dining, nightlife and activities — with the final comparison presented in a video feature accompanying the written article.